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Our top choices for Windsor hotels

1. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (16 reviews)
"This property was extremely beautiful and peaceful. Loved being able to walk around the farm and say hi to the animals. The views of the mountains from the cabin or gorgeous, we enjoyed having our coffee on the porch each morning. Having fresh eggs and scones in our cabin upon arrival was a very nice surprise. Will definitely be staying there again."
United States
Brenda
The price is SAR 423
SAR 665 total
includes taxes & fees
17 Nov - 18 Nov
Fat Sheep Farm & Cabins

2. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (450 reviews)
"We enjoyed our stay here."
United States
Anna
The price is SAR 513
SAR 557 total
includes taxes & fees
15 Nov - 16 Nov
The Common Man Inn & Restaurant

3. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
Brownsville
9.0 out of 10, Wonderful, (900 reviews)
"Great staff and very good food at the resturant. Will come back in the future!"
United States
Richard
The price is SAR 484
SAR 589 total
includes taxes & fees
19 Nov - 20 Nov
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

4. Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (612 reviews)
"Room was clean and parking was right out front."
United States
Cindy
The price is SAR 428
SAR 464 total
includes taxes & fees
25 Nov - 26 Nov
Claremont Motor Lodge

5. Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1,433 reviews)
"Great location, clean, nice accommodations"
United States
Renee
The price is SAR 466
SAR 513 total
includes taxes & fees
1 Dec - 2 Dec
Align Inn Vermont

6. Kedron Valley Inn

Kedron Valley Inn
3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (362 reviews)
"Perfect place for a weekend getaway."
United States
ashley
The price is SAR 672
SAR 739 total
includes taxes & fees
7 Dec - 8 Dec
Kedron Valley Inn

7. Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel
2.5 star property
West Lebanon
8.4 out of 10, Very good, (1,001 reviews)
"Good quick stay"
United States
Elena
The price is SAR 428
SAR 464 total
includes taxes & fees
23 Nov - 24 Nov
Best Western West Lebanon-Hanover Hotel

8. Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
2.5 star property
West Lebanon
8.4 out of 10, Very good, (1,000 reviews)
"really nice place to stay"
United States
Jessica
The price is SAR 511
SAR 555 total
includes taxes & fees
23 Nov - 24 Nov
Fireside Inn & Suites West Lebanon

9. The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm
3.0 star property
Quechee
9.0 out of 10, Wonderful, (1,003 reviews)
"Beautiful inn. Staff were all very friendly and helpful. Room was very comfortable. Food from the restaurant was delicious, and the breakfast served was great as well. The fireplace in the tavern was a cozy touch and we enjoyed sitting by it. We will be back!"
United States
Autumn
The price is SAR 575
SAR 632 total
includes taxes & fees
7 Dec - 8 Dec
The Quechee Inn at Marshland Farm

10. Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG
2.5 star property
White River Junction
8.6 out of 10, Excellent, (1,000 reviews)
"Best breakfast at a hotel I have had in a long time"
United States
Ashley
The price is SAR 465
SAR 512 total
includes taxes & fees
9 Dec - 10 Dec
Holiday Inn Express Hotel & Suites White River Junction by IHG

11. The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (339 reviews)
"Excellent stay"
United Kingdom
Richard
The price is SAR 462
SAR 509 total
includes taxes & fees
15 Nov - 16 Nov
The Jackson

12. Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (364 reviews)
"It's ok for a pit stop. Overall clean. The floors were not level so we learned to adjust walking in there, not that The bed were"
United States
Victor
The price is SAR 422
SAR 458 total
includes taxes & fees
15 Nov - 16 Nov
Royal Inn Claremont

13. On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.2 out of 10, Wonderful, (1,007 reviews)
"Great place would stay again"
United States
Joseph
The price is SAR 526
SAR 653 total
includes taxes & fees
15 Nov - 16 Nov
On The River Inn

14. The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
9.8 out of 10, Exceptional, (83 reviews)
"Such a nice and kind family of owners. Breakfast was delicious, as well as dinner the previous night in their restaurant. It’s a very rustic Inn, full of history and charm. We would love to return in the near future."
United States
Dorrie
The price is SAR 761
SAR 968 total
includes taxes & fees
2 Dec - 3 Dec
The Inn at Weathersfield

15. Hampton Inn White River Junction

Hampton Inn White River Junction
2.5 star property
White River Junction
8.6 out of 10, Excellent, (1,003 reviews)
"Clean room and quiet also great breakfast"
United States
Philip
The price is SAR 507
SAR 558 total
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn White River Junction

16. Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (631 reviews)
"Absolutely beautiful hotel and property, which is a destination just in and of itself. Very comfortable, great dining options, gorgeous spa, and very walkable, if you decide to wander; Woodstock is a town right out of a Hallmark movie, after all."
United States
Darrah
The price is SAR 1,235
SAR 1,524 total
includes taxes & fees
30 Nov - 1 Dec
Woodstock Inn & Resort

17. Hotel Coolidge

Hotel Coolidge
3.0 star property
White River Junction
8.2 out of 10, Very good, (1,000 reviews)
"I stay there every time we go to WRJ."
United States
Jessicam
The price is SAR 438
SAR 482 total
includes taxes & fees
15 Nov - 16 Nov
Hotel Coolidge

18. Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
Woodstock
8.8 out of 10, Excellent, (121 reviews)
"The historic inn is so charming and relaxing. we love the location to town and the staff is so friendly. Luke, the owner, was very nice"
United States
Nhat Thuy
The price is SAR 709
SAR 780 total
includes taxes & fees
23 Nov - 24 Nov
Lincoln Inn & Gallery

19. Comfort Inn White River Junction

Comfort Inn White River Junction
2.5 star property
White River Junction
7.4 out of 10, Good, (1,007 reviews)
"Great location and very clean. Wonderful stay!"
United States
Natasha
The price is SAR 357
SAR 393 total
includes taxes & fees
1 Dec - 2 Dec
Comfort Inn White River Junction

20. White River Inn and Suites

White River Inn and Suites
2.5 star property
White River Junction
7.0 out of 10, Good, (1,008 reviews)
"great price, great location, and very nice and clean for a "local" hotel."
United States
LE
The price is SAR 371
SAR 408 total
includes taxes & fees
7 Dec - 8 Dec
White River Inn and Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Windsor attractions

Learn more about Windsor

Step back in time at the American Precision Museum, where industrial history comes alive through fascinating exhibits. Afterward, savor craft brews at Harpoon Brewery or hike the scenic trails of Mt Ascutney State Park for breathtaking views.

A covered bridge over a river with lush greenery and a clear sky.

Top Windsor Hotel Reviews

Find out more about Windsor

Top reasons to visit Windsor

  • Outdoor Adventure: Windsor is a haven for outdoor enthusiasts, featuring exciting skiing opportunities and scenic landscapes.
  • Rich History: Explore historical attractions like the iconic bridge and nearby national state parks, perfect for culture lovers.
  • Vibrant Live Music Scene: Enjoy a lively atmosphere with local music performances, enhancing your après-ski experience.
  • Charming Downtown: Stroll through downtown Windsor, filled with unique shops and a friendly ambiance for families and friends.
  • Diverse Accommodations: Find a range of hotels, from family-friendly to pet-friendly, ensuring a comfortable stay.

Find great hotels near Windsor

Explore a variety of hotel accommodations in Windsor, Vermont, ideal for your vacation needs. Whether you seek adventure, a family-friendly environment, or pet-friendly options, Windsor offers a range of hotels to suit every traveler. Discover the best hotels, read reviews, and compare room rates to find the perfect fit for your stay in this charming New England town.

  • Super 8 by Wyndham White River Junction: This budget-friendly motel offers a comfortable stay for business travelers and pet owners alike. Located 19.3km from Windsor, Super 8 provides a welcoming atmosphere where pets are not only permitted but also enjoy complimentary amenities. Guests can take advantage of convenient services such as free Wi-Fi, a complimentary breakfast, and ample parking. The motel's straightforward accommodations ensure a hassle-free experience, making it ideal for those seeking practicality combined with comfort.
  • White River Inn and Suites: Perfectly situated 19.3km from Windsor, White River Inn and Suites is designed for adventure seekers and business travelers who appreciate inclusivity. This LGBTQIA-welcoming hotel offers a variety of recreational activities, including nearby snowboarding and skiing options, as well as bicycle rentals and Segway tours. Guests can enjoy spacious rooms with modern amenities, and the hotel’s commitment to adventure ensures an exciting stay. With its focus on community and adventure, this inn is a great choice for those looking to explore the great outdoors.
  • Best Western West Lebanon-Hanover Hotel: Located 17.7km from Windsor, Best Western West Lebanon-Hanover Hotel provides a family-friendly experience with a warm, welcoming atmosphere. This LGBTQIA-friendly hotel is equipped with amenities designed for guests of all ages, including complimentary cribs for families traveling with little ones. Business travelers will also find all necessary conveniences, such as meeting rooms and high-speed internet. With its commitment to comfort and accessibility, this hotel is an excellent option for families and business visitors alike.

Where to stay in and around Windsor

Windsor, Vermont offers a charming getaway perfect for outdoor enthusiasts and adventure seekers. Explore its scenic landscapes, vibrant downtown shops, and friendly atmosphere that welcomes families and history buffs alike. Just a short drive away, nearby towns enhance your experience with their unique vibes and excursions. Whether you’re skiing in the winter or enjoying summer activities, Windsor provides a delightful mix of urban charm and natural beauty for an unforgettable vacation.

  • Woodstock: Nestled 19.3km from Windsor, Woodstock is a charming town that flourishes with outdoor adventures year-round. While visitor numbers peak in the summer months of July and September to October, the town remains a delightful destination for skiing and various outdoor activities in the cooler months. Visitors can enjoy the local ski fields and resorts, while the picturesque surroundings include stunning lakes, majestic mountains, and the beautiful national state park. Whether you’re hitting the slopes or enjoying a scenic stroll, Woodstock offers a perfect blend of adventure and tranquility.
  • Cornish: Located just 1.6km away from Windsor, Cornish is a quaint city that attracts visitors primarily during the summer months from June to August. Known for its outdoor adventures and skiing opportunities, this small town is a haven for nature lovers. The local ski fields provide thrilling winter experiences, while educational attractions add a unique twist to your visit. Explore the nearby mountains, iconic bridges, and historic monuments that make Cornish a delightful place to spend your vacation, showcasing both natural beauty and rich history.
  • Ascutney: Situated within the Windsor area, Ascutney is a vibrant village that draws visitors throughout the year, with peak arrivals in the summer and fall months. Adventure seekers will find plenty to love here, as Ascutney offers exciting outdoor activities, including skiing at local resorts. The surrounding landscape is dotted with enchanting lakes, towering mountains, and access to the national state park, making it an ideal destination for nature enthusiasts. Ascutney's welcoming community and stunning vistas promise an unforgettable experience in the heart of Vermont.

Things to do in and around Windsor

Windsor, Vermont offers a perfect getaway for outdoor and adventure enthusiasts, particularly those interested in skiing. Visitors can enjoy thrilling activities at local ski resorts and fields. Additionally, the vibrant live music scene adds to the charm, providing entertainment after a day on the slopes. Whether you're hitting the trails or relaxing with some tunes, Windsor has something for everyone to enjoy.

Shopping

In Windsor, you can shop at The Sustainable Farmer for unique gifts. North Country Smokehouse, located 11.3km away, offers delicious local products. If you're up for a drive, visit Quechee Gorge Village, 17.7km from Windsor, where you'll find a charming selection of shops and souvenirs.

Recreation

The Upper Valley Aquatic Center offers a family-friendly atmosphere with swimming pools and fitness facilities, perfect for relaxation and fun. For golf enthusiasts, Woodstock Country Club provides a scenic outdoor experience, while The Strong House Spa specializes in rejuvenating body treatments, ensuring a blissful wellness retreat.

Adventure

Explore the Brownsville Trail for a refreshing outdoor hike, immersing yourself in nature. For winter sports enthusiasts, Arrowhead Recreation Area offers exhilarating skiing experiences only 14.5km from Windsor. For a unique adventure, Morningside Flight Park provides breathtaking scenic flights 17.7km away, perfect for thrill-seekers.

Nightlife

Experience the vibrant nightlife in Windsor by visiting Maple Lanes, an exciting arcadeAdventureZone just 12.9km away, perfect for some fun and adventure. For a more romantic evening, check out the Woodstock Town Hall Theatre or the Lebanon Opera House, both offering captivating cultural performances within a short drive.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Windsor

For a budget-friendly visit to Windsor, Vermont, plan your trip between April to May or November for lower accommodation rates, avoiding higher-priced months like February and December. Tuesdays are the best days for cheaper hotel stays, while Fridays tend to be the most expensive. Use Expedia to compare room rates, filter for eco-friendly options, and book package deals that combine flights and activities for additional savings. Explore free local attractions to make the most of your trip without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windsor are April to May and November, where the prices are slightly lower. This is in comparison to February, October and December, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Windsor is Tuesday. The most expensive day to stay in Windsor is Friday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your choices based on your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly accommodations currently available. To find the best prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Windsor with your flights and activities through an Expedia package.

Find the best attractions near Windsor

Windsor, Vermont, is perfect for outdoor enthusiasts and adventure seekers, offering a mix of thrilling ski vacations and rich historical experiences. Key attractions include the historic bridge, national state park, and environmental center, making it an ideal destination for families and culture lovers alike. Explore the scenic beauty and engaging activities that Windsor has to offer, ensuring a memorable visit.

  • Blow-Me-Down Bridge: This historic bridge, located just 805m from Windsor, offers a charming glimpse into the area's cultural heritage. Its picturesque setting makes it a perfect spot for photography and leisurely strolls.
  • Mount Ascutney: Situated 6.4km away, Mount Ascutney is a haven for adventure seekers. Enjoy hiking, breathtaking views, and outdoor activities that showcase the stunning scenery of Vermont.
  • Saint-Gaudens National Historic Site: Just 3.2km from Windsor, this historic site celebrates the life and work of sculptor Augustus Saint-Gaudens. Explore beautiful landscapes and immerse yourself in the rich cultural history of the region.

Best time to go to Windsor

The best time to visit Windsor is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
January16.7°F (-8.5°C)Light RainMostly CloudyAverageAverage
February18.9°F (-7.3°C)Light RainMostly CloudySlightly LowSlightly High
March27.1°F (-2.7°C)Light RainMostly CloudyAverageAverage
April39.4°F (4.1°C)Light RainMostly CloudyAverageSlightly Low
May52.3°F (11.3°C)Light RainMostly SunnySlightly LowSlightly Low
June59.9°F (15.5°C)Light RainMostly SunnyAverageAverage
July65.8°F (18.8°C)Light RainMostly SunnySlightly HighAverage
August64.0°F (17.8°C)Light RainMostly SunnySlightly HighAverage
September57.0°F (13.9°C)Light RainMostly SunnySlightly HighAverage
October45.5°F (7.5°C)Light RainMostly CloudyAverageSlightly High
November33.1°F (0.6°C)Light RainMostly SunnyAverageSlightly Low
December24.3°F (-4.3°C)Light RainMostly CloudySlightly LowSlightly High

The nearest major airports for your trip to Windsor

When planning your trip to Windsor, Vermont, CONsider flying into one of the nearby airports. LEBanon Municipal Airport (LEB) is located 17.7km away and offers hotel options such as the 4-star Hanover Inn Dartmouth and the 3-star Hotel Coolidge, both providing convenient access. RUTland Southern Vermont Regional Airport (RUT) is 45.1km away, with nearby accommodations like the Killington Mountain Lodge. Hartness State Airport in Springfield, VT, is just 19.3km from Windsor, offering options such as the 4-star Inn at Weathersfield. Each of these airports provides easy transportation access to local hotels, ensuring a comfortable stay during your visit.

Frequently Asked Questions

What are some of the best vacation rentals in Windsor?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This vacation home near Windsor is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all vacation rentals in Windsor.

If I need to cancel my hotel reservation in Windsor, will I receive a refund?

Yes, you'll find most hotel reservations are fully refundable as long as you cancel before the hotel’s cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.

Where can I learn more about changing or cancelling my trip to Windsor?

To find more details about changing or cancelling your trip to Windsor, go to https://www.expedia.com/service/.

What's the best pet-friendly accommodation in Windsor?

Fat Sheep Farm & Cabins is a top pet-friendly option for your stay. See more pet-friendly hotel accommodations in Windsor.

Where is the best hotel to stay close to Mt Ascutney State Park?

Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel is one of the top choices for your stay based on our traveler data, and this 3-star resort offers a restaurant and an indoor pool. It's located 2.2 mi (3.5 km) from Mt Ascutney State Park. Other good choices within 5 miles include Windsor Mansion Inn and Snapdragon Inn.

What about the best place to stay close to Mount Ascutney?

One of the top choices for your stay is Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel, located 1.8 mi (2.8 km) from Mount Ascutney, and this 3-star resort offers a restaurant and an indoor pool. Windsor Mansion Inn and Rockledge Farm country living are other good choices within a few miles.

What are some accommodations with pools in Windsor?

The Mountain Inn at Killington: Hotel, 1-minute walk from Killington Resort. Provides daily, an outdoor pool, and free self parking. Align Inn Vermont and Fireside Inn & Suites West Lebanon are a couple of other choices that feature an onsite pool. View all hotels with pools in Windsor.

What is the best hotel near Hartness State Airport (VSF)?

The Inn at Weathersfield is a popular 4-star inn featuring free breakfast and a restaurant. It's located a short 1.3 mi (2.1 km) from Hartness State Airport. Another good choice close to the airport is Hartness House Inn, located 3.7 mi (5.9 km) away.

How is it staying in Windsor?

Visitors can enjoy all that Windsor has to offer including the breweries, golf courses, and forests. The scenic and rural setting also entices those visiting the city. In Windsor, there are 21 hotels and other accommodations to choose from. Find out more about Windsor.

What should I see while I'm in Windsor?

The picturesque setting of Connecticut River and Paradise Park exemplify the area's natural beauty. A couple of additional sights to add to your agenda are American Precision Museum and Harpoon Brewery. Check out what more to see and do in Expedia's Windsor guide.

What's the best way to get around Windsor?

To venture out into the surrounding area, ride aboard one of the trains from Windsor Station.

What's the seasonal weather like in Windsor?

The hottest months are usually July and August with an average temp of 62°F, while the coldest months are January and February with an average of 22°F. The snowiest months in Windsor are March, January, November, and February, with each month seeing an average of 15 inches of snowfall.

What's the best place to stay in Windsor?

Based on our traveler data, Fat Sheep Farm & Cabins is one of the top choices for your stay. This cabin offers free parking and private decks. Other good options for your visit to the area are The Mountain Inn at Killington and Align Inn Vermont. See all available top hotels, or vacation rentals in Windsor.